HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (S)-5-methyl-4-(3-methylpiperazin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (S)-tert-butyl 2-methyl-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboxylate | HCID 68796427 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-5-methyl-4-(3-methylpiperazin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine | HCID 68958720 | 77.8% |
Reaction Steps
The Boc-protected piperazine from step A (1.5 g, 4.5 mmol) was added to a 1:1 mixture of trifluoroacetic acid and dichloromethane (10 ml). The reaction was stirred overnight, then concentrated under vacuum, diluted with dichloromethane, and neutralized with sat. aq. sodium bicarbonate. The layers were separated, and the aqueous layer was back extracted with more dichloromethane. The combined organic fractions were dried over MgSO4 and concentrated under vacuum to give (S)-5-methyl-4-(3-methylpiperazin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine (0.80 g, 3.5 mmol, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507672B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-e36d704d8e354be9bd0dda4125206f7f |
| Source note | uspto-grants-2013_08 |